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Latest Flight Deals from Vancouver to Chicago

Book one-way or return flights from Vancouver to Chicago from as little as NZD 201. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • YVR15:00
        18h 36m
        1 stop
        MDW11:36
        Mon, May 13|Vancouver - Chicago|Flair Airlines
        NZD 201NZD 312
        36% OFF
        36% OFF
        NZD 312NZD 201
      • YVR07:00
        13h 9m
        1 stop
        MDW22:09
        Wed, May 15|Vancouver - Chicago|Flair Airlines
        NZD 203NZD 312
        35% OFF
        35% OFF
        NZD 312NZD 203
      • YVR15:00
        18h 36m
        1 stop
        MDW11:36
        Tue, May 14|Vancouver - Chicago|Flair Airlines
        NZD 205NZD 312
        34% OFF
        34% OFF
        NZD 312NZD 205
      • YVR17:30
        9h 30m
        1 stop
        ORD05:00
        Tue, May 28|Vancouver - Chicago|WestJet
        NZD 213
        NZD 213
      • YVR07:00
        13h 9m
        1 stop
        MDW22:09
        Tue, May 7|Vancouver - Chicago|Flair Airlines
        NZD 216
        NZD 216
      • YVR17:30
        16h 6m
        1 stop
        MDW11:36
        Tue, May 7|Vancouver - Chicago|WestJet
        NZD 224
        NZD 224
      • YVR07:00
        13h 9m
        1 stop
        MDW22:09
        Tue, Apr 30|Vancouver - Chicago|Flair Airlines
        NZD 226
        NZD 226
      • YVR17:30
        9h 30m
        1 stop
        ORD05:00
        Wed, May 22|Vancouver - Chicago|WestJet
        NZD 228
        NZD 228
      • YVR15:00
        12h 50m
        1 stop
        MDW05:50
        Wed, May 29|Vancouver - Chicago|Flair Airlines
        NZD 235
        NZD 235
      • YVR07:00
        19h 35m
        1 stop
        ORD04:35
        Sat, May 11|Vancouver - Chicago|Flair Airlines
        NZD 235
        NZD 235
      • YVR13:00
        3h 5m
        Direct
        CHI14:00
        Mon, May 6|Vancouver - Chicago|Flair Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Vancouver to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Vancouver to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Vancouver to Chicago

View airlines operating flights from Vancouver to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Flair Airlines
From NZD 201
WestJet
From NZD 213
United Airlines
From NZD 249
Lynx Air
From NZD 260
Air Canada
From NZD 273
Delta Air Lines
From NZD 273
Alaska Airlines
From NZD 276
Sun Country Airlines
From NZD 344
American Airlines
From NZD 356
Jetblue Airways
From NZD 631
ANA airlines

Find more flights and airlines

Alternative Routes from Vancouver to Chicago

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Vancouver to Chicago.

  • Cheapest
    Flair Airlines
    YVR
    15:00
    18h 36m
    1 transfer
    MDW
    11:36
    Vancouver International Airport - Midway International Airport
    Mon, May 13Flair Airlines
    NZD 201
  • WestJet
    YVR
    17:30
    9h 30m
    1 transfer
    ORD
    05:00
    Vancouver International Airport - O'Hare International Airport
    Tue, May 28WestJet
    NZD 213
  • WestJet
    YVR
    09:00
    9h 48m
    1 transfer
    RFD
    20:48
    Vancouver International Airport - Chicago Rockford International Airport
    Thu, May 30WestJet
    NZD 551
  • WestJet
    YVR
    09:00
    9h 48m
    1 transfer
    RFD
    20:48
    Vancouver International Airport - Chicago Rockford International Airport
    Thu, May 30WestJet
    NZD 551
    Find More Flights

How do I find the cheapest flights?

  • When are flight tickets from Vancouver (YVR) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Vancouver to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Vancouver (YVR) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around NZD 716.

  • How long does it take to fly from Vancouver (YVR) to Chicago (CHI) and what is the distance?

    It takes around 4 hours 43 minutes to fly from Vancouver (YVR) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Vancouver (YVR) to Chicago (CHI)?

    Airlines with flights from Vancouver (YVR) to Chicago (CHI): United Airlines and Air Canada.

How to find a cheap flight from Vancouver to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Vancouver to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Vancouver to Chicago

Cheapest nonstop flight price

NZD 200

Cheapest round-trip ticket price

NZD 469

Off-season for travel

January

Peak season for travel

October

Flight distance

2,856.1km

Average flight time

4 hours 43 minutes

Popular airline

Alaska Airlines

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